HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 573267Generated: October 29, 2026
Hydrochloric Acid → HCID 66727899, compound
https://huagongshe.com/reaction/573267
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 2-Chlorobenzoxazole | HCID 11986 | — |
| Reactant | 1,4-Dioxane | HCID 31275 | — |
| Reactant | HCID 86688956 | HCID 86688956 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | HCID 66727899 | HCID 66727899 | 50.8% |
Reaction Steps
A mixture of 4-(1-methyl-1H-pyrrolo[3,2-b]pyridin-3-yl)aniline (70 mg) and 2-chlorobenzo[d]oxazole (57 mg) in 1-methylpyrrolidinone (2 mL) was stirred at 120° C. for 30 min. After this time, the reaction was cooled to room temperature, diluted with AcOEt (50 mL), washed with saturated NaHCO3 aqueous solution (50 mL), water (2×50 mL) then brine (50 mL), dried over Na2SO4, filtered and the filtrate was concentrated under reduced pressure. The residue obtained was purified by silica gel column chromatography (CH2Cl2 to 1:19 MeOH/CH2Cl2), dissolved in 1,4-dioxane (2 ml), treated with 4 M HCl in 1,4-dioxane (0.500 mL, 2.00 mmol) and concentrated under reduced pressure. The residue obtained was triturated with boiling is CH3CN to give the title compound (60 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09029536B2 |
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| Source dataset | uspto-grants-2015_05 |
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| ORD ID | ord-edfc902896d844938e2eeed2fb5adfad |
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| Source note | uspto-grants-2015_05 |
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